SCOPUS 정보 검색 플랫폼

Volumn 5, Issue 5, 2014, Pages 2057-2071

The Houk-List transition states for organocatalytic mechanisms revisited

(7) Armstrong, Alan a Boto, Roberto A b,c Dingwall, Paul a Contreras García, Julia b,c Harvey, Matt J a Mason, Nicholas J a Rzepa, Henry S a

a IMPERIAL COLLEGE LONDON (United Kingdom)

b SORBONNE UNIVERSITÉ (France)

c LABORATOIRE DE CHIMIE THÉORIQUE (France)

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTATIONAL TECHNIQUE; DISPERSION INTERACTION; KINETIC ISOTOPE EFFECTS; NON-COVALENT INTERACTION; SCIENTIFIC DATA; SUPERPOSITION ERRORS; TRANSITION STATE; VISUAL INSPECTION;

IONS; KETONES;

ISOTOPES;

EID: 84898065167 PISSN: 20416520 EISSN: 20416539 Source Type: Journal
DOI: 10.1039/c3sc53416b Document Type: Article

Times cited : (144)

References (47)

1
- 80051719285
- P. H. Cheong C. Y. Legault J. M. Um N. Çelebi- Ölçüm K. N. Houk Chem. Rev. 2011 111 5042 5137
- (2011) Chem. Rev. , vol.111 , pp. 5042-5137
- Cheong, P.H.¹ Legault, C.Y.² Um, J.M.³ Çelebi-Ölçüm, N.⁴ Houk, K.N.⁵

2
- 0037420321
- S. Bahmanyar K. N. Houk H. J. Martin B. List J. Am. Chem. Soc. 2003 125 2475 2479
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 2475-2479
- Bahmanyar, S.¹ Houk, K.N.² Martin, H.J.³ List, B.⁴

3
- 0037425534
- L. Hoang S. Bahmanyar K. N. Houk B. List J. Am. Chem. Soc. 2003 125 16 17
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 16-17
- Hoang, L.¹ Bahmanyar, S.² Houk, K.N.³ List, B.⁴

4
- 0038262875
- S. Bahmanyar K. N. Houk Org. Lett. 2003 5 1249 1251
- (2003) Org. Lett. , vol.5 , pp. 1249-1251
- Bahmanyar, S.¹ Houk, K.N.²

5
- 0035860999
- S. Bahmanyar K. N. Houk J. Am. Chem. Soc. 2001 123 11273 11283
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 11273-11283
- Bahmanyar, S.¹ Houk, K.N.²

6
- 0035956539
- S. Bahmanyar K. N. Houk J. Am. Chem. Soc. 2001 123 12911 12912
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 12911-12912
- Bahmanyar, S.¹ Houk, K.N.²

7
- 67650349135
- A. Armstrong Y. Bhonoah A. J. P. White J. Org. Chem. 2009 74 5041 5048
- (2009) J. Org. Chem. , vol.74 , pp. 5041-5048
- Armstrong, A.¹ Bhonoah, Y.² White, A.J.P.³

8
- 31144440036
- A. Fu B. List W. Thiel J. Org. Chem. 2006 71 320 326
- (2006) J. Org. Chem. , vol.71 , pp. 320-326
- Fu, A.¹ List, B.² Thiel, W.³

9
- 56349120633
- M. P. Patil R. B. Sunoj Chem.-Eur. J. 2008 14 10472 10485
- (2008) Chem.-Eur. J. , vol.14 , pp. 10472-10485
- Patil, M.P.¹ Sunoj, R.B.²

10
- 5144225978
- K. N. Houk P. H. Y. Cheong J. S. Warrier S. Hanessian Adv. Synth. Catal. 2004 346 1111 1115
- (2004) Adv. Synth. Catal. , vol.346 , pp. 1111-1115
- Houk, K.N.¹ Cheong, P.H.Y.² Warrier, J.S.³ Hanessian, S.⁴

11
- 34047211960
- Shinisha R. B. Sunoj Org. Biomol. Chem. 2007 5 1287 1294
- (2007) Org. Biomol. Chem. , vol.5 , pp. 1287-1294
- Shinisha¹ Sunoj, R.B.²

12
- 31944446866
- S. M. Bachrach, Computational Organic Chemistry, Wiley-Interscience, 2007, p. 337, See also ref. 1 5051
- S. Mitsumori H. Zhang P. Ha-Yeon Cheong K. N. Houk F. Tanaka C. F. Barbas 3rd J. Am. Chem. Soc. 2006 128 1040 1041
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 1040-1041
- Mitsumori, S.¹ Zhang, H.² Ha-Yeon Cheong, P.³ Houk, K.N.⁴ Tanaka, F.⁵ Barbas III, C.F.⁶

13
- 79251525568
- L. Simon J. M. Goodman Org. Biomol. Chem. 2011 9 689 700
- (2011) Org. Biomol. Chem. , vol.9 , pp. 689-700
- Simon, L.¹ Goodman, J.M.²

14
- 65249181578
- M. Korth S. Grimme J. Chem. Theory Comput. 2009 5 993 1003
- (2009) J. Chem. Theory Comput. , vol.5 , pp. 993-1003
- Korth, M.¹ Grimme, S.²

15
- 79952981826
- L. Goerigk S. Grimme Phys. Chem. Chem. Phys. 2011 13 6670 6688
- (2011) Phys. Chem. Chem. Phys. , vol.13 , pp. 6670-6688
- Goerigk, L.¹ Grimme, S.²

16
- 77951680464
- reviewed by
- S. Grimme J. Antony S. Ehrlich H. Krieg J. Chem. Phys. 2010 132 154104 154119
- (2010) J. Chem. Phys. , vol.132 , pp. 154104-154119
- Grimme, S.¹ Antony, J.² Ehrlich, S.³ Krieg, H.⁴

17
- 84875674943
- S. Grimme Wiley Interdiscip. Rev.: Comput. Mol. Sci. 2011 1 211 228
- (2011) Wiley Interdiscip. Rev.: Comput. Mol. Sci. , vol.1 , pp. 211-228
- Grimme, S.¹

18
- 55849117399
- J.-D. Chai M. Head-Gordon Phys. Chem. Chem. Phys. 2008 10 6615 6620
- (2008) Phys. Chem. Chem. Phys. , vol.10 , pp. 6615-6620
- Chai, J.-D.¹ Head-Gordon, M.²

19
- 17744369917
- V. C. Gibson E. L. Marshall H. S. Rzepa J. Am. Chem. Soc. 2005 127 6048 6051
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 6048-6051
- Gibson, V.C.¹ Marshall, E.L.² Rzepa, H.S.³

20
- 84890021933
- S. Boys F. Bernardi Mol. Phys. 1970 19 553 556
- (1970) Mol. Phys. , vol.19 , pp. 553-556
- Boys, S.¹ Bernardi, F.²

21
- 84962381218
- G. Scalmani M. J. Frisch J. Chem. Phys. 2010 132 114110 14115
- (2010) J. Chem. Phys. , vol.132 , pp. 114110-114115
- Scalmani, G.¹ Frisch, M.J.²

22
- 0001355552
- D. M. York M. J. Karplus Phys. Chem. A 1999 103 11060 11079
- (1999) Phys. Chem. A , vol.103 , pp. 11060-11079
- York, D.M.¹ Karplus, M.J.²

23
- 77955134925
- J. Kong P. v. R. Schleyer H. S. Rzepa J. Org. Chem. 2010 75 5164 5169
- (2010) J. Org. Chem. , vol.75 , pp. 5164-5169
- Kong, J.¹ Schleyer V. P, R.² Rzepa, H.S.³

24
- 77649224313
- SPECTRa-T: Machine-based data extraction and semantic searching of chemistry e-theses
- H. S. Rzepa, Emancipating data, Chemistry World, 2013. See and http://www.force11.org/AmsterdamManifesto and the Data Citation Synthesis group
- J. A. Townsend J. Downing M. J. Harvey P. B. Morgan P. Murray-Rust H. S. Rzepa D. C. Stewart A. P. Tonge SPECTRa-T: Machine-based data extraction and semantic searching of chemistry e-theses J. Chem. Inf. Model. 2010 50 251 261
- (2010) J. Chem. Inf. Model. , vol.50 , pp. 251-261
- Townsend, J.A.¹ Downing, J.² Harvey, M.J.³ Morgan, P.B.⁴ Murray-Rust, P.⁵ Rzepa, H.S.⁶ Stewart, D.C.⁷ Tonge, A.P.⁸

25
- 84898062536
- The original code was Gaussian 98. We employed Gaussian 09, Revision D.01, Gaussian, Inc., Wallingford CT
- The original code was Gaussian 98. We employed Gaussian 09, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr, J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, Ö. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, and D. J. Fox, Gaussian, Inc., Wallingford CT, 2009
- (2009)
- Frisch, M.J.¹ Trucks, G.W.² Schlegel, H.B.³ Scuseria, G.E.⁴ Robb, M.A.⁵ Cheeseman, J.R.⁶ Scalmani, G.⁷ Barone, V.⁸ Mennucci, B.⁹ Petersson, G.A.¹⁰ Nakatsuji, H.¹¹ Caricato, M.¹² Li, X.¹³ Hratchian, H.P.¹⁴ Izmaylov, A.F.¹⁵ Bloino, J.¹⁶ Zheng, G.¹⁷ Sonnenberg, J.L.¹⁸ Hada, M.¹⁹ Ehara, M.²⁰ more..

26
- 84870865284
- H. Kruse L. Goerigk S. Grimme J. Org. Chem. 2012 77 10824 10834
- (2012) J. Org. Chem. , vol.77 , pp. 10824-10834
- Kruse, H.¹ Goerigk, L.² Grimme, S.³

27
- 84859061927
- The ORCA Program System
- 10.1002/wcms.81 and
- F. Neese The ORCA Program System Wiley Interdiscip. Rev.: Comput. Mol. Sci. 2012 2 73 78 10.1002/wcms.81
- (2012) Wiley Interdiscip. Rev.: Comput. Mol. Sci. , vol.2 , pp. 73-78
- Neese, F.¹

28
- 84885109155
- S. Ehrlich H. F. Bettinger S. Grimme Angew. Chem., Int. Ed. 2013 41 10892 10895
- (2013) Angew. Chem., Int. Ed. , vol.41 , pp. 10892-10895
- Ehrlich, S.¹ Bettinger, H.F.² Grimme, S.³

29
- 77952600723
- D. Cremer E. Kraka Acc. Chem. Res. 2010 43 591 601
- (2010) Acc. Chem. Res. , vol.43 , pp. 591-601
- Cremer, D.¹ Kraka, E.²

30
- 77952032315
- E. R. Johnson S. Keinan P. Mori-Sánchez J. Contreras-García A. J. Cohen W. Yang J. Am. Chem. Soc. 2010 132 6498 6506
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 6498-6506
- Johnson, E.R.¹ Keinan, S.² Mori-Sánchez, P.³ Contreras-García, J.⁴ Cohen, A.J.⁵ Yang, W.⁶

31
- 84882374926
- J. R. Lane J. Contreras-García J.-P. Piquemal B. J. Miller H. G. Kjaergaard J. Chem. Theory Comput. 2013 9 3263 3266
- (2013) J. Chem. Theory Comput. , vol.9 , pp. 3263-3266
- Lane, J.R.¹ Contreras-García, J.² Piquemal, J.-P.³ Miller, B.J.⁴ Kjaergaard, H.G.⁵

32
- 77953247408
- T. Schwabe R. Huenerbein S. Grimme Synlett 2010 1431 1441
- (2010) Synlett , pp. 1431-1441
- Schwabe, T.¹ Huenerbein, R.² Grimme, S.³

33
- 77955692211
- See for example the use of KIE in resolving the mechanism of the benzidine rearrangement
- T. Hemery R. Huenerbein R. Frohlich S. Grimme D. Hoppe J. Org. Chem. 2010 75 5716 5720
- (2010) J. Org. Chem. , vol.75 , pp. 5716-5720
- Hemery, T.¹ Huenerbein, R.² Frohlich, R.³ Grimme, S.⁴ Hoppe, D.⁵

34
- 1542696649
- similarly for the epoxidation of ethene by peracid
- W. Subotkowski L. Kupczyk-Subotkowska H. J. Shine J. Am. Chem. Soc. 1993 115 5073 5076
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 5073-5076
- Subotkowski, W.¹ Kupczyk-Subotkowska, L.² Shine, H.J.³

35
- 0033534553
- T. Koerner H. Slebocka-Tilk R. S. Brown J. Org. Chem. 1999 64 196 201
- (1999) J. Org. Chem. , vol.64 , pp. 196-201
- Koerner, T.¹ Slebocka-Tilk, H.² Brown, R.S.³

36
- 67749118136
- H. Zhu F. R. Clemente K. N. Houk M. P. Meyer J. Am. Chem. Soc. 2009 131 1632 1633
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 1632-1633
- Zhu, H.¹ Clemente, F.R.² Houk, K.N.³ Meyer, M.P.⁴

37
- 67649643720
- N. Zotova L. J. Broadbelt A. Armstrong D. G. Blackmond Bioorg. Med. Chem. Lett. 2009 19 3934 3937
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 3934-3937
- Zotova, N.¹ Broadbelt, L.J.² Armstrong, A.³ Blackmond, D.G.⁴

38
- 80054702010
- J. E. Hein J. Bures Y. H. Lam M. Hughes K. N. Houk A. Armstrong D. G. Blackmond Org. Lett. 2011 13 5644 5647
- (2011) Org. Lett. , vol.13 , pp. 5644-5647
- Hein, J.E.¹ Bures, J.² Lam, Y.H.³ Hughes, M.⁴ Houk, K.N.⁵ Armstrong, A.⁶ Blackmond, D.G.⁷

39
- 33845374428
- O. S. Puchot E. Dunach S. Zhao C. Agami H. B. Kagan J. Am. Chem. Soc. 1986 108 2353 2357
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 2353-2357
- Puchot, O.S.¹ Dunach, E.² Zhao, S.³ Agami, C.⁴ Kagan, H.B.⁵

40
- 37049095952
- C. Agami J. Levisalles C. J. Puchot J. Chem. Soc., Chem. Commun. 1985 441 442
- (1985) J. Chem. Soc., Chem. Commun. , pp. 441-442
- Agami, C.¹ Levisalles, J.² Puchot, C.J.³

41
- 33845478342
- M. Klussmann S. R. Mathew H. Iwamura D. H. Wells A. Armstrong D. G. Blackmond Angew. Chem., Int. Ed. 2006 45 7989 7992
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7989-7992
- Klussmann, M.¹ Mathew, S.R.² Iwamura, H.³ Wells, D.H.⁴ Armstrong, A.⁵ Blackmond, D.G.⁶

42
- 84898076284
- U. Pandya A. Armstrong D. G. Blackmond Nature 2006 441 621 623
- (2006) Nature , vol.441 , pp. 621-623
- Pandya, U.¹ Armstrong, A.² Blackmond, D.G.³

43
- 35549012892
- M. P. Patil R. B. Sunoj J. Org. Chem. 2007 72 8202 8215
- (2007) J. Org. Chem. , vol.72 , pp. 8202-8215
- Patil, M.P.¹ Sunoj, R.B.²

44
- 33847804003
- discussed in Section 2.1 of ref. 1
- Z. G. Hajos D. R. Parrish J. Org. Chem. 1974 39 1615 1621
- (1974) J. Org. Chem. , vol.39 , pp. 1615-1621
- Hajos, Z.G.¹ Parrish, D.R.²

45
- 34250688787
- D. Seebach A. K. Beck D. M. Badine M. Limbach A. Eschenmoser A. M. Treasurywala R. Hobi W. Prikoszovich B. Linder Helv. Chim. Acta 2007 90 425 471
- (2007) Helv. Chim. Acta , vol.90 , pp. 425-471
- Seebach, D.¹ Beck, A.K.² Badine, D.M.³ Limbach, M.⁴ Eschenmoser, A.⁵ Treasurywala, A.M.⁶ Hobi, R.⁷ Prikoszovich, W.⁸ Linder, B.⁹

46
- 79960954694
- W. Hujo S. Grimme Phys. Chem. Chem. Phys. 2011 13 13942 13950
- (2011) Phys. Chem. Chem. Phys. , vol.13 , pp. 13942-13950
- Hujo, W.¹ Grimme, S.²

47
- 79952583698
- J. Contreras-Garcia E. R. Johnson S. Keinan R. Chaudret J.-P. Piquemal D. N. Beratan W. Yang J. Chem. Theory Comput. 2011 7 625 632
- (2011) J. Chem. Theory Comput. , vol.7 , pp. 625-632
- Contreras-Garcia, J.¹ Johnson, E.R.² Keinan, S.³ Chaudret, R.⁴ Piquemal, J.-P.⁵ Beratan, D.N.⁶ Yang, W.⁷

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